Phenylboronic Acid → 5-Methyl-2-nitro-1,1'-biphenyl

반응식

Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1

참가 물질

반응물 2

HCID 66827Phenylboronic Acid

HCID 81670382-Bromo-4-methyl-1-nitrobenzene

생성물 1

HCID 543942305-Methyl-2-nitro-1,1'-biphenyl수율 94.3%

실험 절차

The product from Example 219a (0.20 g, 0.93 mmol) was reacted with phenylboronic acid (0.135 g, 1.11 mmol) for 19.5 h at 80° C. as described in Example 218a. The reaction mixture was cooled and filtered through celite, the filtrate concentrated under vacuum to give the crude product which was purified by flash chromatography on silica gel to give the title biphenyl (0.187 g, 94%) as a yellow oil.

후처리

temperatureThe reaction mixture was cooled
filtrationfiltered through celite
concentrationthe filtrate concentrated under vacuum
customto give the crude product which
customwas purified by flash chromatography on silica gel

출처 및 근거

ORD 기록: ord-16b098776ac14c0581a0d8432ebf93b5
출처 데이터셋: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08338605B2

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